Vacation rentals with outdoor seating in Rogers Park, Chicago

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Top-rated outdoor seating rentals in Rogers Park, Chicago

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Guest favorite

A stylish living area features a gray sectional sofa and a caramel suede sofa set against a warm exposed brick wall. A round area rug adds color to the polished hardwood floor. A coffee table sits centrally, accompanied by a large plant near the window.

Condo in East Rogers Park

4.9 out of 5 average rating, 104 reviews

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

Dim the lights, play chilled tunes through the Bluetooth speakers, and snuggle up on the caramel suede sofa at this welcoming home. Wander the polished hardwood floors, pluck spices from the open shelving, and serve dinner on the kitchen island. Cleaning fee is $350 for stays of 30 days or less; additional Flat $150 per 30-days for longer term stays. Also, check out our other two listings in the building. Soft Leather & Warm Bricks in Stylish New Home: airbnb.com//h/softleather-warmbricks Soft Palate & Warm Bricks at a Rogers Park Home: airbnb.com//h/softpalate-warmbricks Meet NEW and CHARM with exposed brick,dim LED lighting,rainfall shower with bluetooth wiring, In-unit washer/dryer, open shelving, gourmet kitchen seats 6, stainless steel appliances, wood counters,5 range oven w/Broan hood, soft close cabinets,coffee machine or walk to Starbucks or french coral coffee around the corner. Grocery store(Jewel),Dry Cleaners(will provide you with a discount for staying at The Clark),UPS,Walgreens, Marshalls,LA Fitness, wine shop,Red Line, Metra, CTA Transportation,Evanston,Lake,Beaches, and Restaurants all in walking distance.Loyola and Northwestern 10 minutes away...Only bring your clothes and your ready to go! Free Wifi,Keyless Entry,Towels,Bedding,Ready to cook kitchen, 1 Free Parking space and $25 per diem for each additional vehicle. The entire unit is for your guests alone. Not a shared space. Reservations are set for(4) four people. Additional charges of $40 per person per diem applies. Space accommodates up to 6 guests. Chicago is an Amazing City and I'm here to answer and help out any way I can. Meeting guests upon their arrival is what helps guests become acclimated with the space and provides a sense of comfort. Of course, there are those moments that our schedules will have a conflict due to delayed arrivals with travel and guests will check in on their own, with a four digit code, of their choice. It’s a keyless entry that will allow guests to enter the building and unit smoothly. Guests will always be able to access us for whatever they need. Any issues that arise, need to book another day or two and questions about the city or for recommendations. The condo is five blocks from the lake with its beaches, bike paths, running, and peaceful places to read the morning paper with a cup of coffee. Walk just one street to the CTA Red Line train, which connects to virtually anywhere in the city. La Fitness is across the street for your convenience. Ohare international Airport-25 mins with light traffic. 45 mins with traffic. Take Mannheim Rd N to Thouy E to Clark N to property located on the left hand side. Midway Airport-25 min with light traffic. 45 mins with traffic. I55 N to Lake shore Drive/ (Route 41)N to Sheridan Rd to Howard W to Clark S to property located on the right hand side. Red Line (L Train-CTA) 1 block East of property Bus Line (CTA)-Outside in front of the property Metra -4 blocks North or South of property Kitchen area desk is equipped with a USB electrical outlet for your convenience, as well as all three bedrooms (north walls). Both bathrooms are equipped with Bluetooth to pair your music while getting ready.

Top guest favorite

A bright living room contains a comfortable couch adorned with patterned throw pillows and an elegant coffee table. Two accent chairs provide additional seating, while large windows, framed by colorful shades, allow ample natural light to fill the space.

Apartment in East Rogers Park

4.99 out of 5 average rating, 147 reviews

Spacious 3BR with Parking Option, Steps to Metra!

Newly renovated, the Greenleaf is the entire second floor of a two-flat on a residential street. It has been thoughtfully designed for comfort and convenience. Great location for Loyola and Northwestern University visits or downtown sight-seeing. The Metra stop for trains to the Loop or the North Shore suburbs is ON OUR BLOCK. Lake Michigan free beaches are a mile away. Easy walk to a variety of small restaurants or 10-minute drive to Evanston or Andersonville for amazing dining and shopping.

Top guest favorite

A gated entryway is visible, featuring a wooden fence painted in a neutral tone. The gate is partially open, leading into a green space lined with trees and plants. The house entrance is seen in the background, with a clear sky above.

Apartment in Edgewater

4.92 out of 5 average rating, 438 reviews

Ravenswood Guest House Annex

The Annex is a private apartment in an 100+ year old wood frame home just north of Andersonville. The Annex is a typical Chicago style 'in-law' garden apartment - located on the first floor of the house where we live - it is bright and clean and well appointed with comfortable furniture. (see pictures). It has large windows that look out on our garden and yard. Our daughter's family also lives on the property in rear coach house. There is easy access to Lake Shore Drive, Evanston and downtown.

Guest favorite

The living room features a cozy sofa adorned with decorative pillows and a vibrant red lounge chair. A television sits on a stand near a window with natural light. Artwork is displayed on the walls, and a small lamp adds soft illumination.

Apartment in East Rogers Park

4.84 out of 5 average rating, 215 reviews

Cozy Northside Apt near Transp&Beach&Free St Prkng

PRIVATE Entrance, One Bedroom Apt w/ LVG RM near Lake Michigan in beautiful, residential & diverse neighborhood. FREE on street PARKING, OR driveway spot for Addt fee. Sleeps up to 6. *It has a Kitchenette, Full Bath, WiFi, Cable TV, in unit W/D. Close to METRA TRAIN (1 block & 18 min to loop/city center), Bus Stop 1 block & the CTA "L" (elevated) Red Line to City 7 blocks away. Enjoy our proximity to Public Transit, Beaches, Loyola & NW Universities. Great for family, friends & kids.

Guest favorite

A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.

Apartment in Edgewater

4.99 out of 5 average rating, 144 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Top guest favorite

The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.

Guest suite in Evanston

4.98 out of 5 average rating, 259 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Top guest favorite

A cozy living area displays a green sofa facing a TV cabinet with a flat-screen television. A round table is positioned in the center, surrounded by two ottomans. Light streams through the window, illuminating the patterned rug and creating an inviting space.

Apartment in Lake View

4.97 out of 5 average rating, 400 reviews

Charming, Spacious 3BR Lakeview Apt Near Transit

This newly remodeled 3-bedroom unit with 1-bath apartment is perfect for both leisure & business travelers. Located on a safe, tree-lined street, in the Lakeview neighborhood, with a completely private entrance of it's own. We are just a 5 minute walk away from the CTA Irving Park Brown Line, which will get you downtown in less than 20min. We are also conveniently close to Wrigley Field, Lake Michigan, Bus Stops, and other great neighborhood shops, restaurants, and nightlife.

Top guest favorite

A bright bedroom features a spacious bed with neutral bedding and two towels neatly placed on top. Framed artwork adorns the walls above the bed, complemented by stylish lamps on each side. Large windows allow natural light to fill the room, enhancing the airy atmosphere.

Apartment in Evanston

4.96 out of 5 average rating, 141 reviews

Cozy Neighborhood Escape | Near NU-Chicago-Beaches

This is a beautiful, newly renovated apartment that is cozy and contemporary! This unit is located in Evanston’s arts district, surrounded by local shops, tree lined streets, and is a short distance to restaurants, the lakefront, and Northwestern University. Evanston is a suburb just north of Chicago with easy access to the city either by car or public transit. This apartment sleeps up to 4 people and is a 1 bedroom, 1 bath with a sofa sleeper. Don’t miss out. Book Now!

Guest favorite

An open-concept living and dining area features a comfortable seating arrangement with a brown leather sofa and a yellow accent chair. A modern ceiling fan hangs above, while a large flat-screen television is mounted above a cozy fireplace. Light enters through generous windows, illuminating wooden floors and a dining table set for six.

Apartment in Edgewater

4.85 out of 5 average rating, 106 reviews

Spacious 4BR/2BA – Private Sun Deck In Chicago

Nestled in the Edgewater neighborhood of Chicago, @TheDreamRentals Skyline Escape is the perfect jumping off point to enjoy the bars and restaurants on Broadway or Devon St., walk around Loyola University's campus, or hop the EL train to hit downtown. Our bright, spacious apartment is for all occasions, whether you find yourself with a cup of coffee in the morning or glass of wine at night on our furnished roof deck. Chicago is our kind of town and we can't wait to host you!

Top guest favorite

The bright living area features a grey sofa adorned with colorful cushions. Two teal chairs are positioned nearby, adding a pop of color. Natural light floods the space through oversized windows, highlighting the vibrant artwork on the wall and a modern coffee table at the center.

Apartment in Andersonville

4.95 out of 5 average rating, 561 reviews

Stunning Retro Apartment in Andersonville

Stay in this perfectly situated apartment in the heart of vibrant Andersonville and find out why TimeOut Magazine calls this “The Coolest Neighborhood in the US”. Full of natural light, this 2 bedroom, 1 bath home has generous room sizes, and located on the ground floor of an immaculately kept vintage 4 unit building that has been fully upgraded with modern amenities. Plenty of free parking 24/7. Folks who stay here really will get an authentic Chicago-style experience.

Top guest favorite

A light-filled living room showcases soft gray walls and hardwood flooring. A comfortable sofa and armchair are positioned around a decorative area rug. A television is mounted on a console, while a lamp beside a side table adds warmth to the space.

Condo in East Rogers Park

4.99 out of 5 average rating, 290 reviews

Cozy 3BR on Chicago's North Side & Free Parking

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

Top guest favorite

The private garden features a wooden patio with striped chairs and a small table, surrounded by potted plants. A rustic terracotta pot and a cozy entrance lead to the interior. Lush greenery provides shade and a tranquil atmosphere for relaxation.

Home in East Rogers Park

4.98 out of 5 average rating, 103 reviews

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa